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CRM04144

Supelco

Dichlon

certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

Synonym(s):

2,3-Dichloro-1,4-naphthoquinone, Dichlon

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About This Item

Empirical Formula (Hill Notation):
C10H4Cl2O2
CAS Number:
117-80-6
Molecular Weight:
227.04
Beilstein:
1073511
MDL number:
MFCD00001677
UNSPSC Code:
41116107
NACRES:
NA.24

grade

certified reference material
TraceCERT®

Quality Level

300

product line

TraceCERT®

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

mp

194-197 °C (lit.)

SMILES string

ClC1=C(Cl)C(=O)c2ccccc2C1=O

InChI

1S/C10H4Cl2O2/c11-7-8(12)10(14)6-4-2-1-3-5(6)9(7)13/h1-4H

InChI key

SVPKNMBRVBMTLB-UHFFFAOYSA-N

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General description

This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to primary material from an NMI, e.g. NIST or NMIJ. Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate. Download your certificate at: http://www.sigma-aldrich.com.

Dichlone is a fungicide that belongs to the quinone class. Dichlone alters the permeability of the cell membrane in fibroblastic cells. It rapidly enters the cell and stimulates oxygen uptake.

Dichlone is not approved in the European Union. A default MRL of 0.01 mg/kg has been set according to Art 18(1)(b) Reg 396/2005.
Dichlone is used to control various fungi in fruit, vegetables, ornamentals, and field crops, particularly blossom blights, scab in apples and pears, and brown rot in stone fruit.

Application

It is intended to be used as a certified reference material (CRM) for calibration in chromatography and other analytical techniques. Dichlone CRM may also find its use as mentioned below:
  • To evaluate the toxicity of some naturally occurring quinones and easily synthesized quinone derivatives on the two-spotted spider mite and three aphid species in laboratory and greenhouse conditions
  • To assess antifeedant and toxic effects of selected quinones against the cabbage looper, Trichoplusia ni larvae
  • Evaluation of four 1,4-naphthoquinones and 10 pyrimidinone-fused 1,4-naphthoquinones for antimicrobial activity against drug-resistant oral bacteria
  • To determine the effectiveness of the use of Supercritical Fluid Extraction (SFE) and Supercritical Fluid Chromatography (SFC) techniques in the analysis of the levels of pesticide residues in canned foods, vegetables, and fruits

Recommended products

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Legal Information

TraceCERT is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

Signal Word

Danger

Hazard Statements

H301,H315,H319,H410

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCK3244
BCCF3962

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Mohamed H El-Saeid
TheScientificWorldJournal, 3, 1314-1326 (2004-02-03)
Multiple pesticide residues have been observed in some samples of canned foods, frozen vegetables, and fruit jam, which put the health of the consumers at risk of adverse effects. It is quite apparent that such a state of affairs calls
Structural and functional changes in mouse fibroblast cells treated with 2,3-dichloro-1,4-naphthoquinone (dichlone)
Saxena J, et al.
Pesticide Biochemistry and Physiology, 185-200 null
Antifeedant and toxic effects of naturally occurring and synthetic quinones to the cabbage looper, Trichoplusia ni
Akhtar Y, et al.
Crop Protection, 8-14 null
Toxicity of quinones against two-spotted spider mite and three species of aphids in laboratory and greenhouse conditions
Akhtar Y, et al.
Industrial Crops and Products, 536-541 null
Kyungmin Kim et al.
Biomedicines, 8(6) (2020-06-19)
Dental caries is considered to be a preventable disease, and various antimicrobial agents have been developed for the prevention of dental disease. However, many bacteria show resistance to existing agents. In this study, four known 1,4-naphthoquinones and newly synthesized 10

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